Photochemical Reactions 127th CommunicationPhotochemistry of Epoxy??enones: Intramolecular Trapping of a Carbonyl Ylide
S Ohta, B Frei, O Jeger
Index: Ohta, Shigeru; Frei, Bruno; Jeger, Oskar Helvetica Chimica Acta, 1982 , vol. 65, # 8 p. 2363 - 2371
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Citation Number: 6
Abstract
Abstract On 1 n, π*-excitation 5, 6-epoxy-2-hydroxy-5, 6-dihydro-β-ionone ((E)-4) shows the typical behaviour of a, β-unsaturated γ, δ-epoxy ketones undergoing primarily C (γ), O- cleavage of the oxiran. However, 1 π, π*-excitation of (E)− 4 leads to enol ether 10 which is formed by intramolecular insertion of the hydroxyl group of the ylide c.
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